Title: Castleton Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Castleton](https://expedia.ca/Castleton-Hotels.d6144882.Travel-Guide-Hotels)[Vacation Rentals in Castleton](https://expedia.ca/Castleton-Vacation-Rentals.d6144882.Travel-Guide-VacationRentals)[Flights to Castleton](https://expedia.ca/Cheap-Flights-To-Castleton.d6144882.Travel-Guide-Flights)[Castleton Car Rentals](https://expedia.ca/Car-Rentals-In-Castleton.d6144882.Car-Rental-Guide)[Castleton Vacation Packages](https://expedia.ca/Castleton.d6144882.Destination-Travel-Guides) ![Lake Bomoseen](https://images.trvl-media.com/place/6144882/cc1a6ce1-c37a-4f38-9035-86045ee5feb7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Castleton Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6144882&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6144882&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6144882&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6144882&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Castleton Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/109000000/108780000/108777300/108777213/ac1d8a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/109000000/108780000/108777300/108777213/d917efb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/109000000/108780000/108777300/108777213/9da729c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108780000/108777300/108777213/00d27fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA Castleton 10/10 Exceptional (2) "Family weekend getaway. Place was better than expected. Yard was wonderful for our 3 year old. Property owners were responsive and friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam V. CA $310 CA $969 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Castleton-Hotels-Family-Retreat-At-Lake-Bomoseen-Restored-1910s-Home.h108777213.Hotel-Information) ![House, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/109000000/108820000/108811000/108810976/0ea94605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Game room](https://images.trvl-media.com/lodging/109000000/108820000/108811000/108810976/7f781a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/109000000/108820000/108811000/108810976/ff55d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 4 Bedrooms | Interior](https://images.trvl-media.com/lodging/109000000/108820000/108811000/108810976/ef21e722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Family Retreat At Bomoseen 4 Bedroom Home Castleton CA $409 CA $1,143 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Castleton-Hotels-The-Family-Retreat-At-Bomoseen-4-Bedroom-Home.h108810976.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/ea91e459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/a40db391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/2fbac199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/906f227a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Condo Tucked in the Heart of Killington Killington 8.0/10 Very good (1) "The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean CA $168 CA $461 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/1de03145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/704d715e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/5b5873b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122620000/122614400/122614350/8df0ea25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### large ski ranch hot tub close to killington pets ok Mendon 10/10 Exceptional (1) "Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole H. CA $258 CA $683 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Rutland-Hotels-Large-Ski-Ranch-Hot-Tub-Close-To-Killington-Pets-Ok.h122614350.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/a33a0cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/0d07615f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/1d650f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/e5d88ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola Bridgewater Corners 10/10 Exceptional (3) "Very clean, cozy, & had exactly what we needed for the last leg of our vacation. Bed was comfy, & nice to have the hot tub, we appreciated that after all the driving. We had just stayed at a vrbo that was not clean, so it was a great contrast! Thanks Russ & family for sharing your cute little cottage with us! Mark & Sherry" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry M. [](https://www.expedia.ca/Bridgewater-Corners-Hotels-New-2021-Ski-House-2-Min-Drive-To-Killington-Gondola.h73076828.Hotel-Information) ![House, 2 Bedrooms | Exterior](https://images.trvl-media.com/lodging/120000000/119210000/119200500/119200441/a542c9d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/120000000/119210000/119200500/119200441/412c6663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/120000000/119210000/119200500/119200441/36542771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms](https://images.trvl-media.com/lodging/120000000/119210000/119200500/119200441/989d4876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bob's Sled Lodge 2 Bedroom Home North Sherburne CA $205 CA $768 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Killington-Hotels-Bobs-Sled-Lodge-2-Bedroom-Home.h119200441.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/c9400bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/adb899cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/743b417c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/f1b12770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CozyDen-Location, Fireplace, Ski Off/Shuttle On! Killington 10/10 Exceptional (1) "Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) denise k. CA $128 CA $401 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Killington-Hotels-CozyDen-AC.h100501897.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/121000000/120670000/120663200/120663187/28e14044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/121000000/120670000/120663200/120663187/26b11e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120670000/120663200/120663187/5d0199b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120670000/120663200/120663187/c3da21a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR Killington Home Perfect for Families, Pet-Friendly North Sherburne 10/10 Exceptional (22) "Spacious, clean and cozy home. Perfect for a ski trip or weekend getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darko G. CA $279 CA $960 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Killington-Hotels-4BR-Killington-Home-Perfect-For-Families.h120663187.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122040000/122032700/122032660/6041f12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122040000/122032700/122032660/23f942ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122040000/122032700/122032660/09013735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122040000/122032700/122032660/5a76f651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo Plymouth CA $267 CA $856 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Plymouth-Hotels-RoundTop-Chalet-Hot-Tub.h122032660.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111860000/111855900/111855827/7e4f182b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/112000000/111860000/111855900/111855827/01bf6f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/112000000/111860000/111855900/111855827/5bfaac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111860000/111855900/111855827/eeb667ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountainside House - Luxury Home in Killington Killington CA $2,634 CA $4,843 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Killington-Hotels-The-Mountainside-House-Luxury-Home-In-Killington.h111855827.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108300000/108296500/108296432/4909dc2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108300000/108296500/108296432/2764b0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108300000/108296500/108296432/f5817cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108300000/108296500/108296432/c90a724b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bomoseen Bungalow: Vermont Lake House with Private Dock Bomoseen 9.6/10 Exceptional (4) "Nice place to stay. Very well equipped and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rich S. CA $237 CA $770 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Bomoseen-Hotels-The-Bomoseen-Bungalow.h108296432.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120660000/120652400/120652390/8634aa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120660000/120652400/120652390/3d340e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120652400/120652390/fe7b541d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/121000000/120660000/120652400/120652390/e502214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace Killington CA $197 CA $549 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Killington-Hotels-Cozy-2BR-Mountain-Retreat-Near-Killington-Resort-Pet-Friendly-W-Fireplace.h120652390.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/dcbc9b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/42b859a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/53d0c8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/ec60e8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub. Killington 10/10 Exceptional (1) "Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine S. CA $261 CA $798 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Killington-Hotels-Fun-In-Fun-Out-Ski-Home-Main-Floor-Renovated-3BR2BA-Hot-Tub-Lift-Tickets.h105777639.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111780000/111776200/111776179/c8d73497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111780000/111776200/111776179/18a48260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/112000000/111780000/111776200/111776179/447aaef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, WiFi](https://images.trvl-media.com/lodging/112000000/111780000/111776200/111776179/3849dd9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Slopeside Estate Luxurious Home in Killington - Ski On Ski Off, Hot Tub, Private Shuttle Killington 10/10 Exceptional (2) "Great house for families. Spacious, nice amenities, with ski in and ski out to the Gondola" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew F. CA $2,708 CA $5,003 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Killington-Hotels-Slopeside-Estate-Luxurious-Home-In-Killington-Ski-On-Ski-Off.h111776179.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/c685e8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/2dd85cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/7f264063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/87e28119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TheGrizz! Shuttle on/off! Killington 10/10 Exceptional (4) "Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela S. CA $155 CA $620 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Killington-Hotels-TheGrizz-Bike-And-Ski-Shuttle-On-Off-By-Golf.h101243826.Hotel-Information) ![House, 3 Bedrooms | Interior](https://images.trvl-media.com/lodging/91000000/90030000/90027900/90027836/4f7b2683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/91000000/90030000/90027900/90027836/7c3cc5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | View from property](https://images.trvl-media.com/lodging/91000000/90030000/90027900/90027836/3189f3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Interior](https://images.trvl-media.com/lodging/91000000/90030000/90027900/90027836/91b7636b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home Killington CA $247 CA $871 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Killington-Hotels-Left-Duplex-Home-Directly-Across-From-Pico-Mountain.h90027836.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117520000/117517800/117517753/12c4780f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117520000/117517800/117517753/3c8390c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117520000/117517800/117517753/c5cb0e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117520000/117517800/117517753/6f8f09cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury Ripton 10/10 Exceptional (3) "This is a lovely property. The host was really nice and there were no issues at all. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James B. CA $217 CA $275 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Ripton-Hotels-Charming-Barn-Carriage-House-In-Green-Mountains-Of-Vermont-Near-Middlebury.h117517753.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/3523e734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/0bf9adcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/436afeca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/6c93e544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bearmont- Pool, HotTub, Fireplace The Woods 10/10 Exceptional (6) "Great location and a great place. Felt right at home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler B. CA $160 CA $671 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Killington-Hotels-Bearmont-Pool.h100822513.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/5be3dba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/ec852335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/acbc6411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78700000/78697400/78697338/70ad246c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MT Holly Ski/lake house hideaway(Avail. Daily, weekends & seasonally Dec-April) Mount Holly 9.8/10 Exceptional (20) "Everything was as expected. Very clean, great location. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenna K. CA $379 CA $747 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Mount-Holly-Hotels-Skilake-House-Hideaway.h78697338.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/a9515c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/db902092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/w1175h800x25y0-e4bf9cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/5e456de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont North Sherburne 10/10 Exceptional (1) "Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Essa R. CA $261 CA $791 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Pittsfield-Hotels-Peak-Hill-3-Bedroom.h109476281.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08®ionId=6144882&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_6144882) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCastleton-Private-Vacation-Homes.d6144882-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCastleton-Private-Vacation-Homes.d6144882-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Castleton Hotel Reviews ![The Mountain Top Inn & Resort](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/53dd6cd4_y.jpg) ### The Mountain Top Inn & Resort 10/10 Excellent "Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. " [](https://expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information) ![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "Nice place to stay. And they give you a cookie when you check in which was appreciated. " [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Mountain Meadows Lodge](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7995d81d_y.jpg) ### Mountain Meadows Lodge 10/10 Excellent "Very cute little hotel. 24 hour on-site staff. Cassie and Brooke are awesome (especially Brooke!!). Friendly staff, clean facilities, hot tub and sauna were great, and pool table, foosball, and dart boards. Room was very cozy and clean. We will be coming back!! 5 mins to Killington. Great breakfast. I’m sure the pond is great in the summer too. 5 star experience!" [](https://expedia.ca/Killington-Hotels-Mountain-Meadows-Lodge.h894095.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "We stay here all the time and have no reason to choose anywhere else! Great prices, clean rooms and nice staff. On top of that, the distillery on site makes it so you don't have to leave your hotel at night and drive! Would recommend to anyone who is taking a trip to Killington!" [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Great staff and a beautiful place to stay " [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Silver Bay YMCA Inn and Conference Center](https://images.trvl-media.com/lodging/97000000/96500000/96493300/96493210/9205018c_y.jpg) ### Silver Bay YMCA Inn and Conference Center 10/10 Excellent "Clean and just beautiful!! can’t wait to come back❤️" [](https://expedia.ca/Silver-Bay-Hotels-Silver-Bay-Inn-And-Conference-Center.h96493210.Hotel-Information) ![Lake Bomoseen Lodge](https://images.trvl-media.com/lodging/22000000/21230000/21223500/21223495/e1cbb293_y.jpg) ### Lake Bomoseen Lodge 10/10 Excellent "Wow, it exceeded my expectations. November in VT-chilly and grey- but this place made it beautiful!! Room was immaculate, staff at check in and the Taproom were amazing! Food was also terrific at the Taproom! I cant wait to come back!! " [](https://expedia.ca/Bomoseen-Hotels-Lake-Bomoseen-Lodge.h21223495.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg) ### Days Inn by Wyndham Rutland/Killington Area 10/10 Excellent "Newly renovated; clean and yet pet friendly. Waffles and hard boiled eggs for breakfast." [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Hampton Inn Rutland](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2_y.jpg) ### Hampton Inn Rutland 10/10 Excellent "Room was very clean and beds comfortable. " [](https://expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ## Find out more about Castleton ## Castleton Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Benson Hotels](https://www.expedia.ca/Benson-Hotels.d3000459580.Travel-Guide-Hotels) - [Cheap Hotels in Bomoseen](https://www.expedia.ca/Bomoseen-Hotels-Cheap-Hotels.0-0-d184039-tCheapHotels.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Bomoseen](https://www.expedia.ca/Bomoseen-Hotels-LGBT-Friendly-Hotel.0-0-d184039-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Bomoseen](https://www.expedia.ca/Bomoseen-Hotels-Pet-Friendly-Hotel.0-0-d184039-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Bomoseen Hotels](https://www.expedia.ca/Bomoseen-Hotels.d184039.Travel-Guide-Hotels) - [Inns in Bomoseen](https://www.expedia.ca/Bomoseen-Inns.d184039-aaInns.Travel-Guide-Accommodation) - 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